91818-96-1

Basic information

• Product Name: Isothiazolidine, 2-(phenylmethyl)-, 1,1-dioxide
• Synonyms: Isothiazolidine,2-(phenylmethyl)-,1,1-dioxide;N-Benzyl-propan-sultam-(1,3);2-benzylisothiazolidine 1,1-dioxide
• CAS NO: 91818-96-1
• Molecular Formula: C10H13NO2S
• Molecular Weight: 211.285
• Mol File: 91818-96-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Isothiazolidine, 2-(phenylmethyl)-, 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: Isothiazolidine, 2-(phenylmethyl)-, 1,1-dioxide(91818-96-1)
• EPA Substance Registry System: Isothiazolidine, 2-(phenylmethyl)-, 1,1-dioxide(91818-96-1)

Safety Data

• Hazardous Substances Data: 91818-96-1(Hazardous Substances Data)

Upstream product

• 104-63-2 N-Benzylethanolamine 
• 5908-62-3 isothiazolidine 1,1-dioxide 
• 108-88-3 toluene 
• 98572-04-4 (3-Allylsulfanyl-propyl)-benzyl-amine; hydrobromide 
• 98572-08-8 Benzyl-[3-(prop-2-ene-1-sulfinyl)-propyl]-amine 
• 100-46-9 benzylamine 
• 90945-14-5 N-benzyl-3-chloropropane-1-sulfonamide 
• 98572-12-4 N-benzylisothiazolidine 
• 138528-52-6 2-ethyl methanesulfonate 

Downstream Products

• 905975-51-1 ((S)-1-{(S)-1-Benzyl-2-[2-benzyl-1,1-dioxo-1λ⁶-isothiazolidin-(5E)-ylidene]-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid tert-butyl ester 
• 905975-52-2 ((S)-1-{(S)-1-Benzyl-2-[2-benzyl-1,1-dioxo-1λ⁶-isothiazolidin-(5Z)-ylidene]-ethylcarbamoyl}-3-methyl-butyl)-carbamic acid tert-butyl ester 
• 905975-57-7 (S)-2-Amino-4-methyl-pentanoic acid {(S)-1-benzyl-2-[2-benzyl-1,1-dioxo-1λ⁶-isothiazolidin-(5E)-ylidene]-ethyl}-amide 
• 905975-35-1 [1-benzyl-2-(2-benzyl-1,1-dioxo-1λ⁶-isothiazolidin-5-ylidene)-ethyl]-carbamic acid tert-butyl ester 
• 905975-39-5 [1-benzyl-2-(2-benzyl-1,1-dioxo-1λ⁶-isothiazolidin-5-ylidene)-ethyl]-carbamic acid tert-butyl ester 
• 905975-43-1 (S)-1-Benzyl-2-[2-benzyl-1,1-dioxo-1λ⁶-isothiazolidin-(5E)-ylidene]-ethylamine 
• 905975-47-5 (S)-1-Benzyl-2-[2-benzyl-1,1-dioxo-1λ⁶-isothiazolidin-(5Z)-ylidene]-ethylamine 
• 905975-31-7 (2-benzyl-1,1-dioxo-1λ⁶-isothiazolidin-5-yl)-phosphonic acid diethyl ester 

Relevant articles and documents

A new synthesis of sultams from amino alcohols

The base-mediated cyclization of N,O-dimesylate derivatives of cyclic and acyclic amino alcohols provides a simple access to five- and six-member sultams: isothiazolidine-1,1-dioxides and thiazinane-1,1-dioxides respectively.

Dipeptide vinyl sultams: Synthesis via the Wittig-Horner reaction and activity against papain, falcipain-2 and Plasmodium falciparum

The synthesis of phosphonate derivatives of N-phenyl- and N-benzyl-γ- and δ-sultams, and their application in the Wittig-Horner reaction with N-Boc-l-phenylalanine aldehyde to afford E- and Z-isomers, are described. These compounds were further processed to provide five dipeptide vinyl sultams, which were found to be inactive against papain at concentrations up to 50 μM. In contrast, vinyl sultams demonstrated weak activity against recombinant falcipain-2 and Plasmodium falciparum W2.

SYNTHESIS OF N-ALKYLISOTHIAZOLIDINES

N-Alkylisothiazolidines were prepared by -sigmatropic rearrangement of allyl 3-alkylaminopropyl sulfoxides to the sulfenates, followed by intramolecular thiophilic substitution of N-alkylamino moieties.